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Key West By The Sea Properties for Sale in Key West, FL

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Total Listings 5
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$623,000
Key West
Key West By The Sea - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 163
-0.95% ($6,000) 1 Price Change : Last Change 27 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

A Key West Home with Style and EaseDiscover island living at its best; 2601 S. Roosevelt, #319-C is a beautifully, completely renovated condo located in the community of Key West by the Sea. This home blends modern touches with the relaxed feel of the tropics. Comfortable and spacious, this unit is conveniently located just a short walking distance to the white sandy Atlantic beaches, and a short drive or bike ride from the artistic and cultural atmosphere of the White Street Gallery District, famous Duval Street and vibrant night-life of Key West. The bright open living space features quartz countertops and stainless steel Samsung appliances, with a wine and beverage chiller for added convenience. Insulated tile floors bring a practical yet stylish look throughout. Sliding glass doors lead to a private balcony overlooking the lush courtyard and saltwater pools--perfect for morning coffee or evening drinks as the sun sets. The primary suite includes a walk-in closet, extra armoire storage, and an ensuite bath with custom tile and walk-in shower. Impact-rated windows let in natural light while keeping the space secure and efficient. Set in a gated community with well-kept grounds and resort-style amenities, this condo offers a balance of comfort and convenience. Its a great spot for a seasonal getaway or a year-round home in Key West.

$645,000
Key West
Key West By The Sea - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 203
-3.01% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Island living starts here -- ground-level, steps from thee pool, and just across from Smathers Beach. This handicap-accessible 1BD/1BA condo in Key West by the Sea offers no-stairs entry, a private patio, and rare garden space -- ideal for full-time living, a tropical getaway, or a smart investment.The interior features an open, light-filled layout with impact windows and an updated kitchen designed for both comfort and functionality. Key West by the Sea is a well-managed, resort-style community with two swimming pools, tennis and shuffleboard courts, outdoor entertaining areas, pet-friendly walking paths, bike racks, and a car wash station -- all maintained for truly low-stress living.The condo association has passed Floridas new Structural Integrity Reserve Study (SIRS) -- confirming the property is structurally sound, financially secure, and fully compliant with current law. No surprise assessments. No deferred maintenance. Just peace of mind for the long term.Pet-friendly and rental-eligible after one year (minimum two-month lease), this condo offers both lifestyle and income potential. Located just minutes from Duval Street, Old Town, restaurants, and shopping -- its the perfect opportunity to own a piece of paradise in a community thats already done the hard work for you.

$649,000
Key West
Key West By The Sea - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 160
-3.57% ($24,000) 1 Price Change : Last Change 54 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Top floor sunset views! Discover this exceptional Oceanview 1-bedroom, 1-bathroom condo that perfectly blends comfort, style, and convenience. From the moment you step inside, youll be greeted by a spacious living room designed for relaxation and year-round comfort, thanks to mini-split AC units and hurricane-grade soundproof windows and doors. Upgraded through the 2018 Airport Noise Improvement Project, this condo boasts soundproofing, ensuring peace and quiet in every corner. The condo features ductless AC units in both the bedroom and living room, offering energy-efficient climate control. Situated just across the street from the serene Smathers Beach, youll have easy access to a sunbathers paradise and a haven for watersports enthusiasts. Take a morning bike ride, an evening stroll, or a leisurely skate along the wide paved promenade that runs alongside the beach. Nestled in the gated community of Key West by The Sea, this condo offers resort-style amenities, including two sparkling swimming pools, two tennis courts, and a clubhouse for gatherings. Additionally, the community includes four laundry rooms, a car washing station, bike racks, and a pet walking path. What sets this condo apart is the rare inclusion of an in-unit washer/dryer combo--a unique feature within this community. Pet-friendly and designed for convenience, this property is ideal for those with furry companions. The condo fees cover a range of essential services, such as building insurance, cable TV, extermination, and meticulous building and grounds maintenance. As an added benefit, after your first year of ownership, youll have the flexibility to rent the unit for a minimum of two months, making it an excellent investment opportunity. Embrace the relaxed, coastal lifestyle Key West has to offer in this delightful, soundproof sanctuary. With its prime location, thoughtful upgrades, and community amenities, this condo is the perfect place to call home.

$950,000
Key West
Key West By The Sea - MM: 3.00
3 Bed, 3 Baths, 1,221 SqFt Days Listed: 137
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This 3-bedroom 2-bathroom condo is located on the 3rd floor in the gated community Key West by the Sea and is ready for you to move in. This spacious condo offers amazing views of the green lush yard and pool. Perfect place to relax and enjoy Key West. The common area features 2 swimming pools, barbecue area and 2 tennis courts, not to mention you are just steps from Smathers Beach.

$975,000
Key West
Key West By The Sea - MM: 3.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 138
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views and the second bedroom has pool view as well as ocean. This unit has an in-unit washer/dryer, a unique feature within this community. Also, this unit comes with its own storage locker directly across the hall, a very rare and desirable feature. Upgraded impact doors and windows, almost new central A/C system and freshly painted interior walls. The gated community offers resort style amenities, two large swimming pools, one of which is heated, two tennis courts, a clubhouse for gatherings, parking, bike racks as well as a pet walking trail. There is also a laundry room on first floor, for larger bulky items if needed. Located across from Smathers Beach where you can enjoy walks along the wide paved beachfront sidewalk. Ride your bikes into town to experience the many amazing restaurants Key West has to offer. The condo fees cover many essential services such asbuilding insurance, pest control, basic cable TV, building and ground maintenance for stress free living. This is a pet friendly condominium complex and allows rentals after the first year of ownership, with a minimum lease of two months, this allows for seasonal or long-term rental opportunities. This is a great investment opportunity, vacant and easy to show. Get ready to enjoy the tropical, relaxed lifestyle that is the heart of Key West!

More Info
Most Recent Sales - (18) - Key West By The Sea as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
06-10-2025 2601 Roosevelt 603A $685,000 $908 $699,000 754 Condo 1/1 63
05-02-2025 2601 2601 Roosevelt 119C $619,000 $820 $675,000 754 Condo 1/1 68
02-28-2025 2601 2601 Roosevelt 115C $865,000 $708 $899,000 1,221 Condo 3/2 113
02-19-2025 2601 2601 Roosevelt 401B $950,000 $969 $979,500 980 Condo 2/2 104
02-14-2025 2601 2601 Roosevelt 221C $735,000 $601 $749,900 1,221 Condo 3/2 101
02-03-2025 2601 Roosevelt 505B $1,450,000 $657 $1,495,000 2,207 Condo 5/2 34
01-21-2025 2601 2601 Roosevelt 506A $695,000 $709 $750,000 980 Condo 2/1 76
12-16-2024 2601 2601 Roosevelt 302A $740,000 $755 $775,000 980 Condo 2/1 24
06-25-2024 2601 Roosevelt 304B $675,000 $895 $699,900 754 Condo 1/1 118
05-30-2024 2601 2601 Roosevelt 109C $755,000 $618 $849,000 1,221 Condo 3/2 233
04-12-2024 2601 Roosevelt 202C $735,000 $601 $775,000 1,221 Condo 3/2 170
02-26-2024 2601 Roosevelt 117C $675,000 $552 $699,000 1,221 Condo 3/2 278
01-11-2024 2601 Roosevelt 507B $575,000 $762 $600,000 754 Condo 1/1 115
12-11-2023 2601 Roosevelt 208B $575,000 $762 $599,000 754 Condo 1/1 177
11-30-2023 2601 Roosevelt 602A $815,000 $831 $789,000 980 Condo 2/1 25
10-20-2023 2601 Roosevelt 407A $660,000 $875 $665,000 754 Condo 1/1 221
10-17-2023 2601 Roosevelt 101B $840,000 $857 $875,000 980 Condo 2/1 27
08-11-2023 2601 2601 Roosevelt 509A $689,000 $703 $699,000 980 Condo 2/1 78
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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-14-2025.
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